US8343902B2 - Low-irritating, clear cleansing compositions with relatively low pH - Google Patents
Low-irritating, clear cleansing compositions with relatively low pH Download PDFInfo
- Publication number
- US8343902B2 US8343902B2 US12/822,329 US82232910A US8343902B2 US 8343902 B2 US8343902 B2 US 8343902B2 US 82232910 A US82232910 A US 82232910A US 8343902 B2 US8343902 B2 US 8343902B2
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- US
- United States
- Prior art keywords
- cleansing composition
- skin cleansing
- molecular weight
- compositions
- skin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000203 mixture Substances 0.000 title claims abstract description 176
- 239000004094 surface-active agent Substances 0.000 claims description 50
- 125000000129 anionic group Chemical group 0.000 claims description 42
- 239000003945 anionic surfactant Substances 0.000 claims description 27
- 229920001577 copolymer Polymers 0.000 claims description 27
- 229920006243 acrylic copolymer Polymers 0.000 claims description 14
- 239000000178 monomer Substances 0.000 claims description 12
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 10
- 238000000149 argon plasma sintering Methods 0.000 claims description 9
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 8
- 238000002834 transmittance Methods 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 6
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 2
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 229920001567 vinyl ester resin Polymers 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims 3
- 238000000034 method Methods 0.000 abstract description 27
- 230000007794 irritation Effects 0.000 abstract description 6
- 238000005187 foaming Methods 0.000 abstract description 5
- 239000011734 sodium Substances 0.000 description 29
- -1 poly(methyl methacrylate) Polymers 0.000 description 28
- 229910052708 sodium Inorganic materials 0.000 description 28
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 26
- 229920000642 polymer Polymers 0.000 description 25
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 17
- 239000000463 material Substances 0.000 description 17
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- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 15
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 15
- 239000000243 solution Substances 0.000 description 13
- 239000003755 preservative agent Substances 0.000 description 11
- 125000000217 alkyl group Chemical group 0.000 description 9
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- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical group OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 5
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- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 5
- 239000004711 α-olefin Substances 0.000 description 5
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
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- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 4
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- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
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- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 4
- 229940080272 sodium coco-sulfate Drugs 0.000 description 4
- CHHHXKFHOYLYRE-UHFFFAOYSA-M 2,4-Hexadienoic acid, potassium salt (1:1), (2E,4E)- Chemical compound [K+].CC=CC=CC([O-])=O CHHHXKFHOYLYRE-UHFFFAOYSA-M 0.000 description 3
- IXOCGRPBILEGOX-UHFFFAOYSA-N 3-[3-(dodecanoylamino)propyl-dimethylazaniumyl]-2-hydroxypropane-1-sulfonate Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC(O)CS([O-])(=O)=O IXOCGRPBILEGOX-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
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- 229920001202 Inulin Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 3
- 229940077388 benzenesulfonate Drugs 0.000 description 3
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- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 3
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- ZUBIJGNKOJGGCI-UHFFFAOYSA-M potassium;prop-2-enoate Chemical class [K+].[O-]C(=O)C=C ZUBIJGNKOJGGCI-UHFFFAOYSA-M 0.000 description 3
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- 150000003385 sodium Chemical class 0.000 description 3
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- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- ZEYHEAKUIGZSGI-UHFFFAOYSA-N 4-methoxybenzoic acid Chemical compound COC1=CC=C(C(O)=O)C=C1 ZEYHEAKUIGZSGI-UHFFFAOYSA-N 0.000 description 2
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- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
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- 239000007864 aqueous solution Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 229960003237 betaine Drugs 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- GTZCVFVGUGFEME-IWQZZHSRSA-N cis-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C\C(O)=O GTZCVFVGUGFEME-IWQZZHSRSA-N 0.000 description 1
- HNEGQIOMVPPMNR-IHWYPQMZSA-N citraconic acid Chemical compound OC(=O)C(/C)=C\C(O)=O HNEGQIOMVPPMNR-IHWYPQMZSA-N 0.000 description 1
- 229940018557 citraconic acid Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000004205 dimethyl polysiloxane Substances 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- SQEDZTDNVYVPQL-UHFFFAOYSA-N dodecylbenzene;sodium Chemical compound [Na].CCCCCCCCCCCCC1=CC=CC=C1 SQEDZTDNVYVPQL-UHFFFAOYSA-N 0.000 description 1
- 229960001484 edetic acid Drugs 0.000 description 1
- 230000002500 effect on skin Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000009088 enzymatic function Effects 0.000 description 1
- YCUBDDIKWLELPD-UHFFFAOYSA-N ethenyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)C(=O)OC=C YCUBDDIKWLELPD-UHFFFAOYSA-N 0.000 description 1
- IGBZOHMCHDADGY-UHFFFAOYSA-N ethenyl 2-ethylhexanoate Chemical compound CCCCC(CC)C(=O)OC=C IGBZOHMCHDADGY-UHFFFAOYSA-N 0.000 description 1
- TVFJAZCVMOXQRK-UHFFFAOYSA-N ethenyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OC=C TVFJAZCVMOXQRK-UHFFFAOYSA-N 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- GFJVXXWOPWLRNU-UHFFFAOYSA-N ethenyl formate Chemical compound C=COC=O GFJVXXWOPWLRNU-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 230000006870 function Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- UQEAIHBTYFGYIE-UHFFFAOYSA-N hexamethyldisiloxane Chemical compound C[Si](C)(C)O[Si](C)(C)C UQEAIHBTYFGYIE-UHFFFAOYSA-N 0.000 description 1
- 229940051250 hexylene glycol Drugs 0.000 description 1
- 235000011167 hydrochloric acid Nutrition 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 125000001165 hydrophobic group Chemical group 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 239000001630 malic acid Substances 0.000 description 1
- 235000011090 malic acid Nutrition 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000000116 mitigating effect Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003002 pH adjusting agent Substances 0.000 description 1
- 238000001139 pH measurement Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 244000005714 skin microbiome Species 0.000 description 1
- 229940083542 sodium Drugs 0.000 description 1
- 229940080230 sodium c12-14 olefin sulfonate Drugs 0.000 description 1
- 229940031688 sodium c14-16 olefin sulfonate Drugs 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
- WGRULTCAYDOGQK-UHFFFAOYSA-M sodium;sodium;hydroxide Chemical compound [OH-].[Na].[Na+] WGRULTCAYDOGQK-UHFFFAOYSA-M 0.000 description 1
- HQCFDOOSGDZRII-UHFFFAOYSA-M sodium;tridecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCOS([O-])(=O)=O HQCFDOOSGDZRII-UHFFFAOYSA-M 0.000 description 1
- 239000004334 sorbic acid Substances 0.000 description 1
- 235000010199 sorbic acid Nutrition 0.000 description 1
- 229940075582 sorbic acid Drugs 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 239000000271 synthetic detergent Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/463—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
Definitions
- compositions having low irritation characteristics in combination with one or more additional characteristics for example, relatively high clarity, relatively high foaming, and/or combinations thereof, as well as methods of making and using such compositions.
- These compositions have low pH values and are useful in cleansing the skin.
- Synthetic surfactant detergents such as cationic, anionic, amphoteric, and non-ionic surfactants, are used widely in a variety of detergent and cleansing compositions to impart cleansing properties thereto.
- synthetic surfactant detergents such as cationic, anionic, amphoteric, and non-ionic surfactants
- cationic, anionic, amphoteric, and non-ionic surfactants are used widely in a variety of detergent and cleansing compositions to impart cleansing properties thereto.
- surfactants such as cationic, anionic, amphoteric, and non-ionic surfactants
- milder cleansing compositions have included combining relatively low amounts of anionic surfactants (which tend to be relatively high-foaming but also relatively highly irritating) with relatively lower irritating surfactants such as nonionic and/or amphoteric surfactants. See, e.g. U.S. Pat. No. 4,726,915.
- Another approach to producing mild cleansing compositions is to associate the anionic surfactants with amphoteric or cationic compounds in order to yield surfactant complexes. See, e.g., U.S. Pat. Nos. 4,443,362; 4,726,915; 4,186,113; and 4,110,263.
- mild cleansing compositions produced via both of such methods tend to suffer from relatively poor foaming and cleansing performance.
- compositions are relatively clear.
- clear compositions are often used advantageously to provide an aesthetic indication of purity to the consumer.
- ingredients commonly used in conventional personal care compositions including, for example, polymeric thickeners, tend to cause the compositions to become cloudy or opaque. It is not readily predictable which combinations of polymers, surfactants and other optional ingredients may be combined to create compositions that are suitable for use as cleansers and also exhibit high clarity.
- U.S. Pat. No. 6,897,253 ('253) describes a substantially crosslinked alkali-swellable acrylate copolymer rheology modifier, water, an alkaline material, and an effective amount of surfactant so that a substantially insoluble compound is stabilized or suspended.
- the disclosed polymeric rheology modifiers do not start to build substantial viscosity until a pH of about 5 or 6 or higher is achieved.
- To formulate a composition with a lower pH is difficult but '253 discusses a “Back-Acid” thickening method to achieve clear cleansing systems with an acrylate rheology modifier and high surfactant concentrations (greater than about 9.8% actives) at low pH (about pH 4.5-5). This method involves formulating at a higher pH to obtain the appropriate viscosity and stability and then slowly lowering the pH with an organic acid.
- US 2008/0113895 sets forth the use of low molecular weight acrylic polymers with the anionic surfactants sodium laureth sulfate and sodium trideceth sulfate for mild cleansing systems. Clear cleansing system are achieved, but only at pH of greater than 6.5.
- US 2008/0112913 describes the use of low molecular weight acrylic polymers for irritation mitigation and points out the difficulty in creating clear cleansing systems with low molecular weight hydrophobically modified polymers. While clear systems are achieved with low molecular weight acrylic polymer combined with either sodium laureth sulfate, sodium trideceth sulfate, or cocamidopropyl betaine, the pH of the compositions must be 6.5.
- compositions including cleansing compositions
- One way in which to achieve this goal is by having a composition that has pH that is compatible with the skin and eyes.
- the compositions there is a need for the compositions to exhibit relatively high clarity, desirable foam properties and/or other desirable aesthetic properties. Additional aspects of skin care compositions involve safety and compatible preservative systems.
- ingredients of the skin care compositions of this invention may also require certain pH parameters.
- certain active ingredients such salicylic acid require low pH for activity.
- preservatives that function in their acidic form and not in there salt form e.g. sodium benzoate or potassium sorbate
- require a low composition pH for efficacy The efficiency of the preservative decreases with increasing pH, dependent upon the pKa of the preservative. Therefore it is desirable to formulate at low pH to provide maximum efficiency while maintaining a pH compatible with the skin and eyes.
- compositions to have a pH neutral to the skin, from about 5 to about 6.
- Cleansers having a pH below that of skin may be desired in order to lower the pH of skin for enhanced enzyme function and to alter the skin microflora.
- the skin care compositions of this invention have low pH yet have high clarity.
- the compositions have low irritation characteristics and are clear.
- the skin cleansing compositions of this invention preferably comprise, consist essentially of and consist of:
- compositions of this invention preferably comprise, consist essentially of and consist of:
- the methods of this invention also relate to imparting clarity to skin cleansing compositions containing non-ethoxylated anionic surfactants by utilizing skin cleansing compositions containing low molecular weight, non-crosslinked, linear acrylic copolymers wherein the total surfactant load of said skin cleansing composition is not greater than about 9 weight percent of the skin cleansing composition; the pH of said skin care composition is about 6.2 or less.
- This invention further relates to a method of using such methods and compositions on the skin.
- compositions of the present invention exhibit a unique and unexpected combination of properties including relatively low irritation and relatively high clarity at a lower than expected pH, a pH that is compatible with skin.
- the compositions include a low molecular weight, non-crosslinked, linear acrylic copolymer and at least one anionic surfactant.
- using a select group of surfactants to bind with the low molecular weight, non-crosslinked, linear acrylic copolymer results in a composition that is clear at a pH lower than previously thought would be possible.
- the term “low pH” shall include pH measurements of less than about 6 as determined by ASTM method E70-07 Standard Test Method for pH of Aqueous Solutions With the Glass Electrode.
- the pH range is between about 3.5 and about 6.2.
- the pH range is between about 4 and about 6.
- the pH range is between about 4.5 and about 5. It was previously known that pH also affects certain preservative and surfactant systems. For example, a high pH reduces the efficacy of preservative system. For example, as detailed in below, an organic acid preservative system may become ineffective if the appropriate pH is not maintained.
- the term “clear composition” shall mean that the composition shall have a light transmittance of greater than about 90%, more preferably greater than about 90.5%, and most preferably greater than about 95% as determined by the Clarity Test as defined in the methods section.
- the term “clear composition” shall mean that the composition shall have a count rate of less than about 70 kcts/s, more preferably less than about 50 kcts/s kcts/s, and most preferably less than about 40 kcts/s, as determined by the Light Scattering Test as defined in the methods section.
- low molecular weight polymer refers to a polymer having a number average molecular weight (M n ) as measured by gel permeation chromatography (GPC) calibrated with a poly(methyl methacrylate) (PMMA) standard of about 100,000 or less.
- M n number average molecular weight
- PMMA poly(methyl methacrylate)
- low-molecular weight polymers are those having molecular weight ranges of from about 5,000 to about 80,000 M n , more preferably from about 10,000 to about 50,000 M n , and more preferably between about 15,000 and 40,000 M n .
- the polymeric material useful in the methods of this invention is preferably a composition suitable for associating anionic and/or amphoteric surfactant thereto and is a non-crosslinked, linear acrylic copolymer that mitigates the impaired dermal barrier damage typically associated with surfactant systems without substantially increasing viscosity build.
- the non-crosslinked, linear polymers are preferably of low molecular weight having a number average molecular weight of 100,000 or less as measured by gel permeation chromatography (GPC) calibrated with a poly(methyl methacrylate) (PMMA) standard (as used herein, unless otherwise specified, all number average molecular weights (M n ) refer to molecular weight measured in such manner).
- the copolymeric mitigant is polymerized from at least two monomeric components.
- the first monomeric component is selected from one or more ⁇ , ⁇ -ethylenically unsaturated monomers containing at least one carboxylic acid group.
- This acid group can be derived from monoacids or diacids, anhydrides of dicarboxylic acids, monoesters of diacids, and salts thereof.
- the second monomeric component is hydrophobically modified (relative to the first monomeric component) and is selected from one or more ⁇ , ⁇ -ethylenically unsaturated non-acid monomers containing a C 1 to C 9 alkyl group, including linear and branched C 1 to C 9 alkyl esters of (meth)acrylic acid, vinyl esters of linear and branched C 1 to C 10 carboxylic acids, and mixtures thereof.
- the second monomeric component is represented by the formula: CH 2 ⁇ CRX wherein R is hydrogen or methyl; X is —C(O)OR 1 or —OC(O)R 2 ; R 1 is linear or branched C 1 to C 9 alkyl; and R 2 is hydrogen or linear or branched C 1 to C 9 alkyl.
- R 1 and R 2 is linear or branched C 1 to C 8 alkyl and in a further aspect R 1 and R 2 are linear or branched C 2 to C 5 alkyl.
- Exemplary first monomeric components include (meth)acrylic acid, itaconic acid, citraconic acid, maleic acid, fumaric acid, crotonic acid, aconitic acid, and mixtures thereof.
- Exemplary second monomeric components include ethyl (meth)acrylate, butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, vinyl formate, vinyl acetate, 1-methylvinyl acetate, vinyl propionate, vinyl butyrate, vinyl 2-ethylhexanoate, vinyl pivalate, vinyl neodecanoate, and mixtures thereof.
- (meth)acrylic acid and “(meth)acrylate” are meant to include the corresponding methyl derivatives of acrylic acid and the corresponding alkyl acrylate
- (meth)acrylic” acid refers to acrylic acid and/or methacrylic acid
- (meth)acrylate” refers to alkyl acrylate and/or alkyl methacrylate.
- said first monomeric component is selected from the group consisting of (meth)acrylic acid and said second monomeric component is selected from the group consisting of at least one C1 to C9 alkyl (meth)acrylate.
- the non-crosslinked, linear acrylic copolymer mitigants of the invention can be synthesized via free radical polymerization techniques known in the art.
- the amount of the first monomeric component to the second monomeric component utilized ranges from about 20:80 wt. % to about 50:50 wt. %, based on the total weight of all of the monomers in the polymerization medium.
- the weight ratio of the first monomeric component to the second monomeric component is about 35:65 wt. %, and in a further aspect the weight ratio of first monomeric component to second monomeric component is about 25:75 wt. %, all based on the total weight of all monomers in the polymerization medium.
- emulsion polymerization techniques can be used to synthesize the non-crosslinked, linear acrylic copolymer mitigants of the invention.
- a mixture of the disclosed monomers is added with mixing agitation to a solution of emulsifying surfactant, such as, for example, an anionic surfactant (e.g., fatty alcohol sulfates or alkyl sulfonates), in a suitable amount of water, in a suitable reactor, to prepare a monomer emulsion.
- emulsifying surfactant such as, for example, an anionic surfactant (e.g., fatty alcohol sulfates or alkyl sulfonates)
- the emulsion is deoxygenated by any convenient method, such as by sparging with nitrogen, and then a polymerization reaction is initiated by adding a polymerization catalyst (initiator) such as sodium persulfate, or any other suitable addition polymerization catalyst, as is well known in the emulsion polymerization art.
- a polymerization catalyst such as sodium persulfate, or any other suitable addition polymerization catalyst, as is well known in the emulsion polymerization art.
- the polymerization medium is agitated until the polymerization is complete, typically for a time in the range of about 4 to about 16 hours.
- the monomer emulsion can be heated to a temperature in the range of about 70 to about 95° C. prior to addition of the initiator, if desired. Unreacted monomer can be eliminated by addition of more catalyst, as is well known in the emulsion polymerization art.
- the resulting polymer emulsion product can then be discharged from the reactor and packaged for storage or use.
- the pH or other physical and chemical characteristics of the emulsion can be adjusted prior to discharge from the reactor.
- the product emulsion has a total solids content in the range of about 10 to about 50 wt. %.
- the total polymer content (polymer solids) of the product emulsion is in the range of about 15 to about 45 wt. %, generally not more than about 35 wt. %.
- the number average molecular weight (M n ) of the linear copolymeric mitigants of the present invention as measured by gel permeation chromatography (GPC) calibrated with a poly(methyl methacrylate) (PMMA) standard is 100,000 or less.
- the molecular weight ranges between about 5,000 and about 80,000 M n , in a further aspect between about 10,000 and 50,000 M n , and in a still further aspect between about 15,000 and 40,000 M n .
- the linear copolymeric mitigants have a viscosity of 500 mPa ⁇ s or less (Brookfield RVT, 20 rpm, spindle no. 1) at a 5 wt. % polymer solids concentration in deionized water and neutralized to pH 7 with an 18 wt. % NaOH solution.
- the viscosity can range from about 1 to about 500 mPa ⁇ s in another aspect, from about 10 to about 250 mPa ⁇ s in a further aspect, and from about 15 to about 150 mPa ⁇ s in a still further aspect.
- the low molecular weight, non-crosslinked linear acrylic copolymer is potassium acrylates copolymer.
- Non-ethoxylated anionic surfactants are surfactants that have a negative charge and do not contain any ethoxylated segments, that is to say there are no —(C—C—O) v segments on the surfactants.
- suitable non-ethoxylated anionic surfactants include those selected from the following classes of surfactants: alkyl sulfates, alkyl sulfonates, alkyl monoglyceride sulfonates, alkylaryl sulfonates, alkyl sulfosuccinates, alkyl sulfosuccinamates, alkyl carboxylates, fatty alkyl sulfoacetates, alkyl phosphates, acylglutamates, sarcosinates, taurates, and mixtures of two or more thereof
- suitable anionic surfactants include:
- alkyl monoglyceride sulfates of the formula
- alkyl monoglyceride sulfonates of the formula
- alkyl sulfonates of the formula R′—SO 3 X′;
- alkylaryl sulfonates of the formula
- alkyl sulfosuccinates of the formula:
- the anionic surfactant of the present invention is preferably a non-ethoxylated SO x anionic surfactant conforming to the structure below
- M + is a monovalent cation (such as NH 4 + , Na + , K + , (HOCH 2 CH 2 ) 3 N + , etc.)
- R comprises any of a broad range of hydrophobic groups and optionally, a) functional groups to link the hydrophilic and hydrophobic moieties and/or b) additional hydrophilic groups. Examples include:
- Specific examples include Sodium C12-14 Olefin Sulfonate (R 1 ⁇ C 8 -C 10 alkyl, M + ⁇ Na + ) and Sodium C14-16 Olefin Sulfonate (R 1 ⁇ C 10 -C 12 alkyl, M + ⁇ Na + ).
- compositions of this invention comprise, consist essentially of and consist of from greater than zero to about 6 weight percent of polymeric material (based on active amount of polymeric material in the total weight of composition). In certain more preferred embodiments, the compositions comprise from about 0.1 to about 4.5 weight percent of polymeric material, more preferably from about 0.1 to about 3.5 weight percent of polymeric material, and even more preferably from about 0.2 to about 2.5 weight percent of polymeric material.
- compositions of this invention comprise, consist essentially of and consist of from greater than about 2 to less than about 9 weight percent of anionic surfactants based on total active amount of surfactant(s) in the total weight of composition. In certain more preferred embodiments, the compositions comprise from about 2 to about 7 weight percent of surfactants. Preferred embodiment formulas have from about 2 to about 5 weight percent total surfactant.
- the non-crosslinked, linear acrylic copolymers useful in the compositions of this invention can be synthesized via free radical polymerization techniques known in the art.
- the amount of the first monomeric component to the second monomeric component utilized ranges from about 20:80 wt. % to about 50:50 wt. %, based on the total weight of all of the monomers in the polymerization medium.
- the weight ratio of the first monomeric component to the second monomeric component is about 35:65 wt. %, and in a further aspect the weight ratio of first monomeric component to second monomeric component is about 25:75 wt. %, all based on the total weight of all monomers in the polymerization medium.
- the cleansing compositions produced, as well as any of the compositions containing polymeric material and at least one anionic that are combined in the combining step according to the present methods may further comprise any of a variety of other components nonexclusively including additives which enhance the appearance, feel and fragrance of the compositions, such as colorants, fragrances, preservatives, pH adjusting agents and the like.
- the volatile silicone conditioning agent has an atmospheric pressure boiling point less than about 220° C.
- the volatile silicone conditioner may be present in an amount of from about 0 percent to about 3 percent, e.g. from about 0.25 percent to about 2.5 percent or from about 0.5 percent to about 1.0 percent, based on the overall weight of the composition.
- suitable volatile silicones nonexclusively include polydimethylsiloxane, polydimethylcyclosiloxane, hexamethyldisiloxane, cyclomethicone fluids such as polydimethylcyclosiloxane available commercially from Dow Corning Corporation of Midland, Mich. under the tradename, “DC-345” and mixtures thereof, and preferably include cyclomethicone fluids.
- humectants which are capable of providing moisturization and conditioning properties to the personal cleansing composition, are suitable for use in the present invention.
- the humectant may be present in an amount of from about 0 percent to about 10 percent, e.g. from about 0.5 percent to about 5 percent or from about 0.5 percent to about 3 percent, based on the overall weight of the composition.
- humectants nonexclusively include: 1) water soluble liquid polyols selected from the group comprising glycerine, propylene glycol, hexylene glycol, butylene glycol, dipropylene glycol, and mixtures thereof; 2) polyalkylene glycol of the formula: HO—(R′′O) b —H, wherein R′′ is an alkylene group having from about 2 to about 3 carbon atoms and b is an integer of from about 2 to about 10; 3) polyethylene glycol ether of methyl glucose of formula CH 3 —C 6 H 10 O 5 —(OCH 2 CH 2 ) c —OH, wherein c is an integer from about 5 to about 25; 4) urea; and 5) mixtures thereof, with glycerine being the preferred humectant.
- chelating agents include those which are capable of protecting and preserving the compositions of this invention.
- the chelating agent is ethylenediamine tetracetic acid (“EDTA”), and more preferably is tetrasodium EDTA, available commercially from Dow Chemical Company of Midland, Mich. under the tradename, “Versene 100XL” and is present in an amount, based upon the total weight of the composition, from about 0 to about 0.5 percent or from about 0.05 percent to about 0.25 percent.
- EDTA ethylenediamine tetracetic acid
- Versene 100XL available commercially from Dow Chemical Company of Midland, Mich. under the tradename, “Versene 100XL”
- Suitable preservatives include organic acid preservatives may include benzoic acid and alkali metal and ammonium salts thereof (e.g. sodium benzoate), sorbic acid and alkali metal and ammonium salts thereof (e.g. potassium sorbate), p-Anisic acid and alkali metal and ammonium salts thereof, and salicylic acid and alkali metal and ammonium salts thereof.
- the pH of the composition may be adjusted to the appropriate acidic value using any cosmetically acceptable organic or inorganic acid, such as citric acid, acetic acid, glycolic acid, lactic acid, malic acid, tartaric acid, or hydrochloric acid.
- sodium benzoate is present in the composition in an amount, based upon the total weight of the composition, from about 0 to about 0.5 percent.
- potassium sorbate is present in the composition in an amount, based upon the total weight of the composition, from about 0 to about 0.6 percent, more preferably from about 0.3 to about 0.5 percent.
- the methods of this invention may further comprise any of a variety of steps for mixing or introducing one or more of the optional components described hereinabove with or into a composition comprising a polymeric material before, after, or simultaneously with the combining step described above. While in certain embodiments, the order of mixing is not critical, it is preferable, in other embodiments, to pre-blend certain components, such as the fragrance and the nonionic surfactant before adding such components into a composition comprising a polymeric material and/or an anionic surfactant.
- the cleansing methods of the present invention may further comprise any of a variety of additional, optional steps associated conventionally with cleansing hair and skin including, for example, lathering, rinsing steps, and the like.
- surfactant associated with the low molecular weight hydrophobically-modified polymer is more stable than surfactants that exist as a micelle.
- surfactant contained in a micelle structure more readily disperses out of the micelle than it does when associated with low molecular weight hydrophobically-modified polymer.
- the clarity of each sample was measured via the Clarity Test, the procedure for which comprises preparing a 1 cm cell sample of the composition to be measured and measuring the % light transmittance associated with such sample using an Agilent 8453 UV-Visible Spectrophotometer with a 1 cm cell at a wavelength of 800 nm. The clarity was determined for each cleansing composition without dilution. The results are reported as % T, the % transmittance through cleansing composition in the 1 cm cell.
- the clarity of a cleanser is determined by colloidal assembles that scatter light.
- a cleanser that is clearer typically will have only small colloidal assemblies. Larger colloidal assemblies, on the order of 1 ⁇ 3 the wavelength of light, will scatter light and produce a hazy or turbid solution.
- the cleanser samples were analyzed using a Zetasizer Nano ZS DLS instrument (Malvern Instruments, Inc., Southborough, Mass.) operating at 25.0° C.
- the instrument was integrated with the Malvern Dispersion Technology Software.
- the unfiltered sample solutions was diluted to 3% and dispensed into cuvettes (12 mm Square Polystyrene Cuvettes, DTS0012) to the 10 mm mark, and covered.
- the measurements were done at attenuation 7, with a 4 mW He—Ne, 633 nm laser at position 4.65 mm.
- the temperature was kept constant at 25 degrees Celsius. Measurements were done in 3 repetitions and 11 runs each.
- the laser (at 633 nm) is incident on the cleansing composition and scatters from colloidal assemblies back to the detector.
- a hazy cleansing solution will have more and larger colloidal particles therefore producing more scattering to the detector and a higher count rate.
- the cleansing compositions of C1-C4 were prepared according to the materials and amounts listed in Table 1.
- compositions of Table 1 were independently prepared as follows: Water (50.0 parts) was added to a beaker. The following ingredients were then added thereto independently with mixing until each respective resulting mixture was homogenous: the hm-polymer (Ex. 968, Aqua SF-1, Inutec SP-1, etc. depending on the example), Cedepal TD403MF-D, Tegobetaine L7-V, Merquat S, Versene 100XL, and Nipasept. The pH of the resulting solution was then adjusted with a 20% solution of Citric Acid or Sodium hydroxide solution until the final desired pH was obtained. The remainder of the water was then added thereto. Formulas with the same components, but different pH's were all made independently.
- compositions of C1-C4 determined according to the Clarity test.
- Table 2 shows the results of the clarity test of a series of cleansing compositions containing a series of low molecular weight hm-polymers and the surfactants Sodium Trideceth Sulfate and Cocamidopropyl Betaine as described in Table 1. While the clarity of the cleansing compositions are clear (i.e. have a % Transmittance as measured by the Clarity test greater than about 90%) at high pH, around about 6.3, the clarity is much lower at lower pH. In US 2008/0112913, the cleansing systems contained sodium trideceth sulfate or sodium laureth sulfate. While US 2008/0112913 shows clear cleansing systems with a low molecular weight linear acrylic polymer and these surfactants, when these same systems are prepared at lower pH (below about a pH of 6.2) the cleansing systems lose clarity and become hazy and translucent.
- compositions of Table 3 were independently prepared as follows: Water (50.0 parts) was added to a beaker. The following ingredients were then added thereto independently with mixing until each respective resulting mixture was homogenous: the hm-polymer Potassium Acrylates Copolymer (Ex. 968, Lubrizol, Brecksville, Ohio), then the surfactant Cocamidopropyl hydroxysultaine or Decyl Glucoside as called for. The pH of the resulting solution was then adjusted with a 20% solution of Sodium hydroxide or citric acid until the final desired pH was obtained. The remainder of the water was then added thereto. Formulas with the same components, but different pH's were all made independently.
- compositions of C5-C7 determined according to the Clarity test.
- the low Mw hm-polymer without surfactant, C5 at a low pH of 4.0 has a low clarity.
- clear cleansing compositions are readily made at moderate pH's (pH between about 6.3-6.6) with the low molecular weight linear acrylic polymer, Potassium Acrylates Copolymer, and a number of different types of surfactant systems.
- Table 4 shows cleansing compositions that are not clear (% T less than about 90%) at low or high pH the low molecular weight linear acrylic polymer, Potassium Acrylates Copolymer, and the amphoteric and non-ionic surfactants, Cocamidopropyl hydroxysultaine and Decyl Glucoside respectively.
- the cleansing compositions of C8-C12 and E13-E14 were prepared according to the materials and amounts listed in Table 5.
- compositions of Table 5 were independently prepared as follows: Water (50.0 parts) was added to a beaker. The following ingredients were then added thereto independently with mixing until each respective resulting mixture was homogenous: the hm-polymer, Potassium Acrylates Copolymer (Ex. 968, Lubrizol, Brecksville, Ohio), then the surfactant Sodium Trideceth Sulfate, Sodium Laureth Sulfate, Sodium Alpha Olefin Sulfonate, or Sodium Coco Sulfate as called for. The pH of the resulting solution was then adjusted with a 20% solution Sodium hydroxide or Citric acid until the final desired pH was obtained. The remainder of the water was then added thereto. Formulas with the same components, but different pH's were all made independently.
- compositions of C8-C12, E13-E14 was determined according to the Clarity test.
- cleansing systems with the low molecular weight linear acrylic polymer, Potassium Acrylates Copolymer, and non-ethoxylated anionic surfactant can achieve high clarity, E13 and E14.
- a sufficient amount of anionic surfactant, more than about 2.0% actives, is requirement to achieve a sufficiently clear formula.
- the cleansing compositions of E15-E21 were prepared according to the materials and amounts listed in Table 7.
- compositions of Table 7 were independently prepared as follows: Water (50.0 parts) was added to a beaker. The following ingredients were then added thereto independently with mixing until each respective resulting mixture was homogenous: the hm-polymer, Potassium Acrylates Copolymer (Ex. 968, Lubrizol, Brecksville, Ohio), then the surfactant Ammonium Lauryl Sulfate, Sodium Dodecyl Benzene Sulfonate, Sodium Lauryl Sulfate, or Sodium Tridecyl Sulfate as called for. The pH of the resulting solution was then adjusted with a 20% solution Sodium hydroxide or Citric acid until the final desired pH was obtained. The remainder of the water was then added thereto. Formulas with the same components, but different pH's were all made independently.
- compositions of E13-E21 determined according to the Clarity test.
- the previous cleansing compositions, C1-C4 and C6-C10, shown have contained amphoteric, non-ionic and/or ethoxylated anionic surfactants, and all of these cleansing compositions at lower pH, below about 6.2, have had low clarity.
- All of the cleansing compositions in Table 8, E13-E21 contain the low Mw hm-polymer, Potassium Acrylates copolymer, and a range of non-ethoxylated anionic surfactants at levels above 2.0% actives, and all of these cleansing compositions have high clarity.
- the count rate was determined at attenuations of 7:
- the three examples, E15, E17, and E18 were shown in the Light Scattering test to have a low count rate.
- the comparatives, C8, C10, and C11 have in the Light Scattering test a high count rate (greater than about 70 kcts/s).
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Priority Applications (32)
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US12/822,329 US8343902B2 (en) | 2010-06-24 | 2010-06-24 | Low-irritating, clear cleansing compositions with relatively low pH |
US12/976,573 US8329626B2 (en) | 2010-06-24 | 2010-12-22 | Low-irritating, clear cleansing compositions with relatively low pH |
CA2744129A CA2744129C (en) | 2010-06-24 | 2011-06-22 | Low ph clear skin cleansing compositions comprising a low molecular weight acrylate polymer and a non-ethoxylated anionic surfactant |
US13/166,445 US8329627B2 (en) | 2010-06-24 | 2011-06-22 | Low-irritating, clear cleansing compositions with relatively low pH |
PCT/US2011/041604 WO2011163463A1 (en) | 2010-06-24 | 2011-06-23 | Low-irritating, clear cleansing compositions with relatively low ph |
AU2011270833A AU2011270833B2 (en) | 2010-06-24 | 2011-06-23 | Low-irritating, clear cleansing compositions with relatively low pH |
CN201180031114.7A CN102958569B (zh) | 2010-06-24 | 2011-06-23 | 具有相对低ph的低刺激性透明清洁组合物 |
RU2013103076/15A RU2013103076A (ru) | 2010-06-24 | 2011-06-23 | МАЛОРАЗДРАЖАЮЩИЕ ПРОЗРАЧНЫЕ ОЧИЩАЮЩИЕ КОМПОЗИЦИИ С ОТНОСИТЕЛЬНО НИЗКИМ pН |
MX2012015203A MX2012015203A (es) | 2010-06-24 | 2011-06-23 | Composiciones transparentes de limpieza de baja irritacion con ph relativamente bajo. |
AU2011270837A AU2011270837C1 (en) | 2010-06-24 | 2011-06-23 | Low-irritating, clear cleansing compositions with relatively low pH |
EP11729012.2A EP2585173B1 (en) | 2010-06-24 | 2011-06-23 | Low-irritating, clear cleansing compositions with relatively low ph |
RU2013103070/15A RU2605295C2 (ru) | 2010-06-24 | 2011-06-23 | МАЛОРАЗДРАЖАЮЩИЕ ПРОЗРАЧНЫЕ ОЧИЩАЮЩИЕ КОМПОЗИЦИИ С ОТНОСИТЕЛЬНО НИЗКИМ pH |
CN201110184837.2A CN102293720B (zh) | 2010-06-24 | 2011-06-23 | 具有相对低的pH值的低刺激性澄清清洁用组合物 |
EP11171213.9A EP2402000B1 (en) | 2010-06-24 | 2011-06-23 | Low-irritating, clear cleansing compositions with relatively low pH |
EP11729348.0A EP2585174B1 (en) | 2010-06-24 | 2011-06-23 | Low-irritating, clear cleansing compositions with relatively low ph |
PCT/US2011/041611 WO2011163467A2 (en) | 2010-06-24 | 2011-06-23 | Low-irritating, clear cleansing compositions with relatively low ph |
MX2012015202A MX2012015202A (es) | 2010-06-24 | 2011-06-23 | Composiciones transparentes de limpieza de baja irritabilidad con ph relativamente bajo. |
KR1020110061018A KR101783189B1 (ko) | 2010-06-24 | 2011-06-23 | 비교적 낮은 pH를 갖는 저자극성의 투명한 세정 조성물 |
KR1020137001788A KR101882662B1 (ko) | 2010-06-24 | 2011-06-23 | 비교적 낮은 pH를 갖는 저자극성의 투명한 세정 조성물 |
RU2011125991/15A RU2011125991A (ru) | 2010-06-24 | 2011-06-23 | ПРОЗРАЧНЫЕ ОЧИЩАЮЩИЕ КОМПОЗИЦИИ С НИЗКОЙ РАЗДРАЖАЮЩЕЙ АКТИВНОСТЬЮ И ОТНОСИТЕЛЬНО НИЗКИМ pH |
JP2011139259A JP5863287B2 (ja) | 2010-06-24 | 2011-06-23 | 比較的低いpHを有する、低刺激性で透明な洗浄組成物 |
BR112012032979A BR112012032979B8 (pt) | 2010-06-24 | 2011-06-23 | Composição para limpeza da pele límpida, de baixa irritação, e com ph relativamente baixo e método de limpeza da pele |
KR1020137001782A KR101882660B1 (ko) | 2010-06-24 | 2011-06-23 | 비교적 낮은 pH를 갖는 저자극성의 투명한 세정 조성물 |
CA2802220A CA2802220C (en) | 2010-06-24 | 2011-06-23 | Low ph clear skin cleansing compositions comprising a low molecular weight acrylate, a non-ethoxylated anionic surfactant, and an amphoteric surfactant |
CN2011800305108A CN102958568A (zh) | 2010-06-24 | 2011-06-23 | 具有相对低pH的低刺激性透明清洁组合物 |
CA2801758A CA2801758C (en) | 2010-06-24 | 2011-06-23 | Low ph clear skin cleansing compositions comprising a low molecular weight acrylate polymer and a mixture of amphoteric surfactants |
AU2011203072A AU2011203072B2 (en) | 2010-06-24 | 2011-06-23 | Low-irritating, clear cleansing compositions with relatively low pH |
BRPI1102843A BRPI1102843B8 (pt) | 2010-06-24 | 2011-06-24 | Composições de limpeza límpidas, de baixa irritação com ph relativamente baixo |
CO12229227A CO6640314A2 (es) | 2010-06-24 | 2012-12-18 | Composicionese transparentes de limpieza de baja irritabilidad con ph relativamente bajo |
CO12236021A CO6640334A2 (es) | 2010-06-24 | 2012-12-28 | Composiciones transparentes de limpieza de baja irritabilidad con ph relativamente bajo |
ZA2013/00618A ZA201300618B (en) | 2010-06-24 | 2013-01-23 | Low-irritating,clear cleansing compositions with relatively low ph |
ZA2013/00617A ZA201300617B (en) | 2010-06-24 | 2013-01-23 | Low-irritating,clear cleansing compositions with relatively low ph |
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US12/822,329 US8343902B2 (en) | 2010-06-24 | 2010-06-24 | Low-irritating, clear cleansing compositions with relatively low pH |
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US13/166,445 Continuation-In-Part US8329627B2 (en) | 2010-06-24 | 2011-06-22 | Low-irritating, clear cleansing compositions with relatively low pH |
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EP (1) | EP2402000B1 (pt) |
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KR (1) | KR101783189B1 (pt) |
CN (1) | CN102293720B (pt) |
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Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
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US20140134217A1 (en) | 2012-11-09 | 2014-05-15 | Johnson & Johnson Consumer Companies, Inc. | Leave-on compositions containing cellulose materials |
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Citations (47)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2129264A (en) | 1935-03-29 | 1938-09-06 | Du Pont | Nitrogen-containing organic compounds |
US2178353A (en) | 1937-07-21 | 1939-10-31 | Du Pont | High molecular weight tetravalent sulphur compounds and process for their production |
US2774786A (en) | 1953-08-10 | 1956-12-18 | Gen Mills Inc | Phosphono-ammonium surface active agents |
US2813898A (en) | 1955-09-13 | 1957-11-19 | Monsanto Chemicals | Sulfonium sulfonates |
US2828332A (en) | 1955-08-23 | 1958-03-25 | Monsanto Chemicals | Phosphonium compounds |
US3318817A (en) | 1965-07-16 | 1967-05-09 | Procter & Gamble | Process for preparing detergent tablets |
US3950260A (en) | 1968-01-16 | 1976-04-13 | Ibrahim Andrew Eldib | Polyacrylates of selective viscosity as detergent builders |
US4110263A (en) | 1977-06-17 | 1978-08-29 | Johnson & Johnson Baby Products Company | Mild cleansing compositions containing alkyleneoxylated bisquaternary ammonium compounds |
US4186113A (en) | 1978-04-03 | 1980-01-29 | Johnson & Johnson | Low irritating detergent compositions |
US4215064A (en) | 1978-11-30 | 1980-07-29 | Johnson & Johnson | Phosphobetaines |
US4233192A (en) | 1978-11-30 | 1980-11-11 | Johnson & Johnson | Detergent compositions |
US4372869A (en) | 1981-05-15 | 1983-02-08 | Johnson & Johnson Baby Products Company | Detergent compositions |
US4380637A (en) | 1978-11-30 | 1983-04-19 | Johnson & Johnson/Mona Industries, Inc. | Imidazoline phosphobetaines |
US4382036A (en) | 1981-05-15 | 1983-05-03 | Johnson & Johnson Baby Products Company | Pyrophosphobetaines |
US4443362A (en) | 1981-06-29 | 1984-04-17 | Johnson & Johnson Baby Products Company | Detergent compounds and compositions |
US4552685A (en) | 1979-08-02 | 1985-11-12 | The Dow Chemical Company | Thickened amphoteric surfactant solutions |
US4617414A (en) | 1984-09-10 | 1986-10-14 | Johnson & Johnson Baby Products Company | Process for the preparation of phosphate surfactants |
US4726915A (en) | 1986-03-10 | 1988-02-23 | Johnson & Johnson Baby Products Company | Detergent compositions |
US5004557A (en) * | 1985-08-16 | 1991-04-02 | The B. F. Goodrich Company | Aqueous laundry detergent compositions containing acrylic acid polymers |
US5130056A (en) | 1989-01-27 | 1992-07-14 | Deutsche Solvay-Werke Gmbh | Cleaning agent and process for its preparation |
US5215976A (en) | 1991-10-28 | 1993-06-01 | Mona Industries, Inc. | Phospholipids useful as spermicidal agents |
US5286719A (en) | 1991-10-28 | 1994-02-15 | Mona Industries, Inc. | Phospholipid virucidal compositions |
US5478490A (en) | 1992-05-07 | 1995-12-26 | Lonza Inc. | Shampoos containing polyglyceryl esters |
US5648348A (en) | 1991-10-28 | 1997-07-15 | Mona Industries, Inc. | Phospholipid antimicrobial compositions |
WO1999021530A1 (en) | 1997-10-28 | 1999-05-06 | Amway Corporation | Hair care composition |
DE19818410A1 (de) | 1998-04-24 | 1999-10-28 | Wella Ag | Haar- und Körperreinigungsmittel mit verminderter Hautirritation |
EP1010422A2 (en) | 1998-12-16 | 2000-06-21 | JOHNSON & JOHNSON CONSUMER COMPANIES, INC. | Clear cleansing detergent systems |
US6423305B1 (en) * | 1997-12-29 | 2002-07-23 | L'oreal S.A. | Cosmetic composition comprising at least an amidoethercarboxylic acid surfactant and at least a cationic polymer/anionic polymer combination |
US6468614B1 (en) | 2000-03-17 | 2002-10-22 | Levine Anna L. | Apparatus for displaying paper, fabric, photographs or the like |
US6533873B1 (en) | 1999-09-10 | 2003-03-18 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Suspending clear cleansing formulation |
US20030103929A1 (en) * | 2001-09-11 | 2003-06-05 | Mireille Maubru | Cosmetic compositions containing a methacrylic acid copolymer, a silicone and a cationic polymer, and uses thereof |
US6762159B2 (en) | 2000-10-17 | 2004-07-13 | Mitsubisi Chemical Corporation | Polyglycerol fatty acid ester for detergent and detergent containing the same |
US20050070452A1 (en) | 2003-08-28 | 2005-03-31 | Joseph Librizzi | Methods of reducing irritation in personal care compositions |
US6897253B2 (en) | 2000-04-11 | 2005-05-24 | Noveon Ip Holdings Corp. | Stable aqueous surfactant compositions |
EP1559774A1 (fr) | 2004-01-27 | 2005-08-03 | L'oreal | Composition de nettoyage de la peau ou des cheveux |
US20060014662A1 (en) | 2004-07-14 | 2006-01-19 | Beiersdorf Ag | Cleansing gel |
US20060257348A1 (en) | 2005-05-10 | 2006-11-16 | Walters Russel M | Low-irritation compositions and methods of making the same |
US7157414B2 (en) | 2003-08-28 | 2007-01-02 | J&J Consumer Companies, Inc. | Methods of reducing irritation in personal care compositions |
US7335627B1 (en) | 2006-05-25 | 2008-02-26 | Surfa Tech Corporation | Polymeric alkylpolyglycoside carboxylates |
US20080113895A1 (en) | 2006-11-09 | 2008-05-15 | Krishnan Tamareselvy | Irritation Mitigating Polymers and Uses Therefor |
US20080112913A1 (en) | 2006-11-09 | 2008-05-15 | Librizzi Joseph J | Low-irritation compositions and methods of making the same |
US7375064B1 (en) | 2007-02-20 | 2008-05-20 | Surfatech Corporation | Functionalized polymeric surfactants based upon alkyl polyglycosides |
WO2009016375A2 (en) | 2007-07-31 | 2009-02-05 | Croda International Plc | Polyglycerol ethers of sorbitan carboxylic acid esters |
US20090053337A1 (en) | 2007-08-21 | 2009-02-26 | L'oreal | Composition and method of improving skin barrier function of compromised skin |
US7507399B1 (en) | 2004-08-05 | 2009-03-24 | Surfatech Corporation | Functionalized polymeric surfactants based upon alkyl polyglycosides |
US7547434B2 (en) | 2005-09-09 | 2009-06-16 | Johnson & Johnson Consumer Companies, Inc. | Compositions and methods for mitigating skin irritation |
DE102008059445A1 (de) | 2008-11-27 | 2010-06-02 | Henkel Ag & Co. Kgaa | Schäumende Emulsionen mit Emulgatorkombination |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5681802A (en) * | 1994-06-01 | 1997-10-28 | Lever Brothers Company, Division Of Conopco, Inc. | Mild antimicrobial liquid cleansing formulations comprising buffering compound or compounds as potentiator of antimicrobial effectiveness |
US6287583B1 (en) * | 1997-11-12 | 2001-09-11 | The Procter & Gamble Company | Low-pH, acid-containing personal care compositions which exhibit reduced sting |
US20050180939A1 (en) * | 2004-01-27 | 2005-08-18 | L'oreal | Skin cleansing composition |
JP4830305B2 (ja) * | 2005-01-27 | 2011-12-07 | 日油株式会社 | 弱酸性泡状洗浄剤組成物 |
-
2010
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Patent Citations (52)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2129264A (en) | 1935-03-29 | 1938-09-06 | Du Pont | Nitrogen-containing organic compounds |
US2178353A (en) | 1937-07-21 | 1939-10-31 | Du Pont | High molecular weight tetravalent sulphur compounds and process for their production |
US2774786A (en) | 1953-08-10 | 1956-12-18 | Gen Mills Inc | Phosphono-ammonium surface active agents |
US2828332A (en) | 1955-08-23 | 1958-03-25 | Monsanto Chemicals | Phosphonium compounds |
US2813898A (en) | 1955-09-13 | 1957-11-19 | Monsanto Chemicals | Sulfonium sulfonates |
US3318817A (en) | 1965-07-16 | 1967-05-09 | Procter & Gamble | Process for preparing detergent tablets |
US3950260A (en) | 1968-01-16 | 1976-04-13 | Ibrahim Andrew Eldib | Polyacrylates of selective viscosity as detergent builders |
US4110263A (en) | 1977-06-17 | 1978-08-29 | Johnson & Johnson Baby Products Company | Mild cleansing compositions containing alkyleneoxylated bisquaternary ammonium compounds |
US4186113A (en) | 1978-04-03 | 1980-01-29 | Johnson & Johnson | Low irritating detergent compositions |
US4215064A (en) | 1978-11-30 | 1980-07-29 | Johnson & Johnson | Phosphobetaines |
US4233192A (en) | 1978-11-30 | 1980-11-11 | Johnson & Johnson | Detergent compositions |
US4380637A (en) | 1978-11-30 | 1983-04-19 | Johnson & Johnson/Mona Industries, Inc. | Imidazoline phosphobetaines |
US4552685A (en) | 1979-08-02 | 1985-11-12 | The Dow Chemical Company | Thickened amphoteric surfactant solutions |
US4372869A (en) | 1981-05-15 | 1983-02-08 | Johnson & Johnson Baby Products Company | Detergent compositions |
US4382036A (en) | 1981-05-15 | 1983-05-03 | Johnson & Johnson Baby Products Company | Pyrophosphobetaines |
US4443362A (en) | 1981-06-29 | 1984-04-17 | Johnson & Johnson Baby Products Company | Detergent compounds and compositions |
US4617414A (en) | 1984-09-10 | 1986-10-14 | Johnson & Johnson Baby Products Company | Process for the preparation of phosphate surfactants |
US5004557A (en) * | 1985-08-16 | 1991-04-02 | The B. F. Goodrich Company | Aqueous laundry detergent compositions containing acrylic acid polymers |
US4726915A (en) | 1986-03-10 | 1988-02-23 | Johnson & Johnson Baby Products Company | Detergent compositions |
US5130056A (en) | 1989-01-27 | 1992-07-14 | Deutsche Solvay-Werke Gmbh | Cleaning agent and process for its preparation |
US5215976A (en) | 1991-10-28 | 1993-06-01 | Mona Industries, Inc. | Phospholipids useful as spermicidal agents |
US5286719A (en) | 1991-10-28 | 1994-02-15 | Mona Industries, Inc. | Phospholipid virucidal compositions |
US5648348A (en) | 1991-10-28 | 1997-07-15 | Mona Industries, Inc. | Phospholipid antimicrobial compositions |
US5650402A (en) | 1991-10-28 | 1997-07-22 | Mona Industries, Inc. | Phospholipid antimicrobial compositions |
US5478490A (en) | 1992-05-07 | 1995-12-26 | Lonza Inc. | Shampoos containing polyglyceryl esters |
WO1999021530A1 (en) | 1997-10-28 | 1999-05-06 | Amway Corporation | Hair care composition |
US6423305B1 (en) * | 1997-12-29 | 2002-07-23 | L'oreal S.A. | Cosmetic composition comprising at least an amidoethercarboxylic acid surfactant and at least a cationic polymer/anionic polymer combination |
DE19818410A1 (de) | 1998-04-24 | 1999-10-28 | Wella Ag | Haar- und Körperreinigungsmittel mit verminderter Hautirritation |
EP1010422A2 (en) | 1998-12-16 | 2000-06-21 | JOHNSON & JOHNSON CONSUMER COMPANIES, INC. | Clear cleansing detergent systems |
US6533873B1 (en) | 1999-09-10 | 2003-03-18 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Suspending clear cleansing formulation |
US6468614B1 (en) | 2000-03-17 | 2002-10-22 | Levine Anna L. | Apparatus for displaying paper, fabric, photographs or the like |
US6897253B2 (en) | 2000-04-11 | 2005-05-24 | Noveon Ip Holdings Corp. | Stable aqueous surfactant compositions |
US6762159B2 (en) | 2000-10-17 | 2004-07-13 | Mitsubisi Chemical Corporation | Polyglycerol fatty acid ester for detergent and detergent containing the same |
US20030103929A1 (en) * | 2001-09-11 | 2003-06-05 | Mireille Maubru | Cosmetic compositions containing a methacrylic acid copolymer, a silicone and a cationic polymer, and uses thereof |
US20050070452A1 (en) | 2003-08-28 | 2005-03-31 | Joseph Librizzi | Methods of reducing irritation in personal care compositions |
US7157414B2 (en) | 2003-08-28 | 2007-01-02 | J&J Consumer Companies, Inc. | Methods of reducing irritation in personal care compositions |
EP1559774A1 (fr) | 2004-01-27 | 2005-08-03 | L'oreal | Composition de nettoyage de la peau ou des cheveux |
US20060014662A1 (en) | 2004-07-14 | 2006-01-19 | Beiersdorf Ag | Cleansing gel |
US7507399B1 (en) | 2004-08-05 | 2009-03-24 | Surfatech Corporation | Functionalized polymeric surfactants based upon alkyl polyglycosides |
US20060257348A1 (en) | 2005-05-10 | 2006-11-16 | Walters Russel M | Low-irritation compositions and methods of making the same |
US20070111910A1 (en) | 2005-05-10 | 2007-05-17 | Walters Russel M | Low-irritation compositions and methods of making the same |
US7754666B2 (en) | 2005-05-10 | 2010-07-13 | Johnson & Johnson Consumer Companies, Inc. | Low-irritation compositions and methods of making the same |
US7547434B2 (en) | 2005-09-09 | 2009-06-16 | Johnson & Johnson Consumer Companies, Inc. | Compositions and methods for mitigating skin irritation |
US7335627B1 (en) | 2006-05-25 | 2008-02-26 | Surfa Tech Corporation | Polymeric alkylpolyglycoside carboxylates |
WO2008060997A1 (en) | 2006-11-09 | 2008-05-22 | Lubrizol Advanced Materials, Inc. | Irritation mitigating polymers and uses therefor |
US20080112913A1 (en) | 2006-11-09 | 2008-05-15 | Librizzi Joseph J | Low-irritation compositions and methods of making the same |
US20080113895A1 (en) | 2006-11-09 | 2008-05-15 | Krishnan Tamareselvy | Irritation Mitigating Polymers and Uses Therefor |
US7803403B2 (en) | 2006-11-09 | 2010-09-28 | Johnson & Johnson Consumer Companies, Inc. | Low-irritation compositions and methods of making the same |
US7375064B1 (en) | 2007-02-20 | 2008-05-20 | Surfatech Corporation | Functionalized polymeric surfactants based upon alkyl polyglycosides |
WO2009016375A2 (en) | 2007-07-31 | 2009-02-05 | Croda International Plc | Polyglycerol ethers of sorbitan carboxylic acid esters |
US20090053337A1 (en) | 2007-08-21 | 2009-02-26 | L'oreal | Composition and method of improving skin barrier function of compromised skin |
DE102008059445A1 (de) | 2008-11-27 | 2010-06-02 | Henkel Ag & Co. Kgaa | Schäumende Emulsionen mit Emulgatorkombination |
Non-Patent Citations (3)
Title |
---|
European Communication dated May 31, 2012 from Application No. 11194698 EP Search Report. |
PCT Search Report dated Jan. 11, 2012, for PCT Application No. PCT/US20111/041611. |
Rohm and Haas Company (Dow Personal Care) "ACULYN 33 Rheology Modifier/Stablilizer", Brochure (Sep. 2002). |
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Also Published As
Publication number | Publication date |
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AU2011203072A1 (en) | 2012-01-19 |
RU2011125991A (ru) | 2012-12-27 |
EP2402000A1 (en) | 2012-01-04 |
EP2402000B1 (en) | 2017-06-14 |
CA2744129C (en) | 2019-01-08 |
CN102293720B (zh) | 2016-01-20 |
KR20110140096A (ko) | 2011-12-30 |
CA2744129A1 (en) | 2011-12-24 |
KR101783189B1 (ko) | 2017-09-29 |
US20110319306A1 (en) | 2011-12-29 |
BRPI1102843A2 (pt) | 2012-11-20 |
JP5863287B2 (ja) | 2016-02-16 |
AU2011203072B2 (en) | 2015-08-13 |
BRPI1102843B1 (pt) | 2017-12-26 |
BRPI1102843B8 (pt) | 2022-08-30 |
CN102293720A (zh) | 2011-12-28 |
JP2012006926A (ja) | 2012-01-12 |
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